Find the best hotel deals across Marriott, Hilton, Hyatt, IHG, Accor, and more — ranked by total value. Compare cash rates and points redemptions side by side to see which booking method saves you the most. Updated daily with the highest-value hotel bookings worldwide. Book direct through Gondola and earn your hotel loyalty points, credit card points, and 3-7% Gondola Cash back on every reservation.
Find the best hotel points deals in Boston for May 2027. Compare cash rates and points redemptions across Marriott, Hilton, Hyatt, IHG, Accor, and more, ranked by total value. See which booking method saves you the most. Updated daily with the highest-value hotel bookings in Boston. Book direct through Gondola and earn your hotel loyalty points, credit card points, and 3-7% Gondola Cash back on every reservation.
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Last updated November 5, 2026
For May 2027, Gondola compared live cash and points rates across Boston's hotels and narrowed them to the 17 with the best points value, ranked by how far your points go against the cash rate. The strongest points redemption is Hyatt Regency Boston: 20,000 World of Hyatt points a night for a room that costs $682 in cash, about 3.41 cents per point. For a more everyday stay, Hyatt Regency Boston Harbor runs 15,000 World of Hyatt points a night versus $408, around 2.72 cents per point. Back Bay and waterfront hotels have solid points value, and it gets even better during graduation season and fall foliage when cash rates spike. Every booking is direct with the hotel, so you keep your hotel loyalty points and status nights, earn your credit card points, and get 3-7% back in Gondola Cash on top of all of it.
| # | Hotel | Points program | Cash / night | Points / night | Value per point |
|---|---|---|---|---|---|
| 1 | Hyatt Regency BostonBoston, Hyatt Regency | World of Hyatt | $682 | 20,000 | 3.41¢ |
| 2 | Hyatt Regency Boston HarborBoston, Hyatt Regency | World of Hyatt | $408 | 15,000 | 2.72¢ |
| 3 | The Westin Boston Seaport DistrictBoston, Westin | Marriott Bonvoy | $1,016 | 70,000 | 1.45¢ |
| 4 | Renaissance Boston Seaport HotelBoston, Renaissance | Marriott Bonvoy | $683 | 70,000 | 0.98¢ |
| 5 | The Envoy Hotel, Autograph CollectionBoston, Autograph Collection Hotels & Resorts | Marriott Bonvoy | $767 | 92,000 | 0.83¢ |
| 6 | Boston Marriott Long WharfBoston, Marriott Hotels & Resorts | Marriott Bonvoy | $881 | 108,000 | 0.82¢ |
| 7 | Sheraton Boston, a Marriott HotelBoston, Sheraton Hotel | Marriott Bonvoy | $468 | 58,000 | 0.81¢ |
| 8 | Hilton Boston Back BayBoston, Hilton Hotels | Hilton Honors | $657 | 85,000 | 0.77¢ |
| 9 | The Ritz-Carlton, BostonBoston, Ritz-Carlton | Marriott Bonvoy | $1,055 | 140,500 | 0.75¢ |
| 10 | The Liberty, a Marriott Luxury Collection Hotel, BostonBoston, Luxury Collection | Marriott Bonvoy | $463 | 67,000 | 0.69¢ |
| 11 | The Westin Copley Place, Boston, a Marriott HotelBoston, Westin | Marriott Bonvoy | $604 | 89,000 | 0.68¢ |
| 12 | W Boston, a Marriott HotelBoston, W Hotels | Marriott Bonvoy | $583 | 89,000 | 0.66¢ |
| 13 | Pennyweight Hotel Boston, Curio Collection by HiltonBoston, Hilton Hotels | Hilton Honors | $518 | 80,000 | 0.65¢ |
| 14 | Boston Marriott Copley PlaceBoston, Marriott Hotels & Resorts | Marriott Bonvoy | $637 | 80,000 | 0.64¢ |
| 15 | Hotel Indigo Boston Garden, an IHG HotelBoston, Hotel Indigo | IHG One Rewards | $427 | 78,000 | 0.55¢ |
| 16 | Hilton Boston Park PlazaBoston, Hilton Hotels | Hilton Honors | $437 | 80,000 | 0.55¢ |
| 17 | InterContinental Boston, an IHG HotelBoston, Inter-Continental | IHG One Rewards | $501 | 94,000 | 0.53¢ |
It depends on the property. Gondola ranks each hotel by its points value, shown as cents per point in the table above. The higher that number, the more you get by redeeming points instead of paying cash.Back Bay and waterfront hotels have solid points value, and it gets even better during graduation season and fall foliage when cash rates spike.
Right now it is Hyatt Regency Boston at about 3.41 cents per point, redeeming 20,000 World of Hyatt points for a night that would otherwise cost $682.
Yes. Gondola books directly with the hotel, so you keep your hotel loyalty points and status nights and earn your credit card points. On top of all of that, you get 3-7% back in Gondola Cash, where $1 in Gondola Cash equals $1 toward your next hotel booking.
Gondola refreshes these rankings regularly from live rate data. This page was last updated November 5, 2026.
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